PMCCPMCCPMCC

Search tips
Search criteria 

Advanced

 
Logo of actaeInternational Union of Crystallographysearchopen accessarticle submissionjournal home pagethis article
 
Acta Crystallogr Sect E Struct Rep Online. 2010 August 1; 66(Pt 8): m929–m930.
Published online 2010 July 14. doi:  10.1107/S1600536810026267
PMCID: PMC3007339

Nonacarbonyl-1κ3 C,2κ3 C,3κ3 C-μ-bis­(diphenyl­arsino)methane-1:2κ2 As:As’-[tris­(2-chloro­eth­yl) phosphite-3κP]-triangulo-triruthenium(0)

Abstract

In the title triangulo-triruthenium(0) compound, [Ru3(C25H22As2)(C6H12Cl3O3P)(CO)9], the bis­(diphenyl­arsino)methane ligand bridges an Ru—Ru bond and the monodentate phosphine ligand bonds to the third Ru atom. Both the arsine and phosphine ligands are equatorial with respect to the Ru3 triangle. In addition, each Ru atom carries one equatorial and two axial terminal carbonyl ligands. In the crystal packing, the mol­ecules are linked by inter­molecular C—H(...)O hydrogen bonds into a three-dimensional framework. Weak inter­molecular C—H(...)π inter­actions further stabilize the crystal structure.

Related literature

For general background to triangulo-triruthenium derivatives, see: Bruce et al. (1985 [triangle], 1988a [triangle],b [triangle]). For related structures, see: Shawkataly et al. (1998 [triangle], 2004 [triangle], 2010 [triangle]). For the synthesis of μ-bis­(diphenyl­arsino)methane­deca­carbonyl­triruthenium(0), see: Bruce et al. (1983 [triangle]). For the stability of the temperature controller used for the data collection, see: Cosier & Glazer (1986 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-66-0m929-scheme1.jpg

Experimental

Crystal data

  • [Ru3(C25H22As2)(C6H12Cl3O3P)(CO)9]
  • M r = 1297.04
  • Orthorhombic, An external file that holds a picture, illustration, etc.
Object name is e-66-0m929-efi1.jpg
  • a = 14.9105 (5) Å
  • b = 21.3468 (7) Å
  • c = 28.7377 (9) Å
  • V = 9147.0 (5) Å3
  • Z = 8
  • Mo Kα radiation
  • μ = 2.68 mm−1
  • T = 100 K
  • 0.47 × 0.18 × 0.09 mm

Data collection

  • Bruker SMART APEXII CCD area-detector diffractometer
  • Absorption correction: multi-scan (SADABS; Bruker, 2009 [triangle]) T min = 0.365, T max = 0.798
  • 55092 measured reflections
  • 10492 independent reflections
  • 8686 reflections with I > 2σ(I)
  • R int = 0.047

Refinement

  • R[F 2 > 2σ(F 2)] = 0.080
  • wR(F 2) = 0.184
  • S = 1.28
  • 10492 reflections
  • 532 parameters
  • H-atom parameters constrained
  • Δρmax = 1.40 e Å−3
  • Δρmin = −2.28 e Å−3

Data collection: APEX2 (Bruker, 2009 [triangle]); cell refinement: SAINT (Bruker, 2009 [triangle]); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2009 [triangle]).

Table 1
Hydrogen-bond geometry (Å, °)

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810026267/sj5029sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810026267/sj5029Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Acknowledgments

The authors would like to thank the Malaysian Government and Universiti Sains Malaysia (USM) for the Research grant 1001/PJJAUH/811115. SSS thanks USM for Research Officer position. IAK is grateful to USM for a Visiting Researcher position. HKF and CSY thank USM for the Research University Golden Goose grant 1001/PFIZIK/811012. CSY also thanks USM for the award of a USM Fellowship.

supplementary crystallographic information

Comment

Triangulo-triruthenium clusters are known for their interesting structural variations and related catalytic activity. A large number of substituted derivatives, Ru3(CO)12-nLn (L= group 15 ligand) have been reported (Bruce, et al., 1988a,b; Bruce et al., 1985). As part of our study of the substitution of transition metal-carbonyl clusters with mixed-ligand complexes, we have published several structures of triangulo-triruthenium-carbonyl clusters containing mixed P/As and P/Sb ligands (Shawkataly et al., 1998, 2004, 2010). Herein we report the synthesis and structure of the title compound.

The bond lengths and angles of title compound (Fig. 1) are comparable to those found in a related structure (Shawkataly et al., 2010). The bis(diphenylarsino)methane ligand bridges the Ru1—Ru2 bond and the monodentate phosphine ligand bonds to the Ru3 atom. Both the phosphine and arsine ligands are equatorial with respect to the Ru3 triangle. Additionally, each Ru atom carries one equatorial and two axial terminal carbonyl ligands. The dihedral angles between the two benzene rings (C1–C6/C7–C12 and C14–C19/C20–C25) are 85.4 (5) and 87.3 (5)° for the two diphenylarsino groups respectively.

In the crystal packing (Fig. 2), the molecules are linked by intermolecular C19—H19A···O6, C27—H27B···O9 and C30—H30A···O5 hydrogen bonds into a three-dimensional framework. Weak intermolecular C—H···π interactions further stabilize the crystal structure (Table 1).

Experimental

All manipulations were performed under a dry, oxygen-free dinitrogen atmosphere using standard Schlenk techniques. All solvents were dried over sodium and distilled from sodium benzophenone ketyl under nitrogen. Tris(2-chloroethyl)phosphite (Aldrich) was used as received and µ-bis(diphenylarsino)methanedecacarbonyltriruthenium(0) (Bruce et al., 1983) was prepared by a reported procedure. The title compound was obtained by refluxing equimolar quantities of Ru3(CO)10(µ-Ph2AsCH2AsPh2) and tris(2-chloroethyl)phosphite in hexane under nitrogen atmosphere. Crystals suitable for X-ray diffraction were grown by slow solvent / solvent diffusion of CH3OH into CH2Cl2.

Refinement

All hydrogen atoms were positioned geometrically and refined using a riding model with C—H = 0.93 Å and Uiso(H) = 1.2Ueq(C). The same Uij parameters were used for the atoms C17/C1/C20/C7. The maximum and minimum residual electron density peaks of 1.40 and -2.28 e Å-3, respectively, were located 0.79 Å and 1.42 Å from the RU1 and C36 atoms, repectively.

Figures

Fig. 1.
The molecular structure of the title compound with 50% probability ellipsoids for non-H atoms.
Fig. 2.
The crystal packing of the title compound, viewed down the a axis, showing the molecules linked into a 3-D framework. Hydrogen atoms not involved in the hydrogen-bonding (dashed lines) have been omitted for clarity.

Crystal data

[Ru3(C25H22As2)(C6H12Cl3O3P)(CO)9]F(000) = 5072
Mr = 1297.04Dx = 1.884 Mg m3
Orthorhombic, PbcaMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2abCell parameters from 9974 reflections
a = 14.9105 (5) Åθ = 2.2–30.0°
b = 21.3468 (7) ŵ = 2.68 mm1
c = 28.7377 (9) ÅT = 100 K
V = 9147.0 (5) Å3Block, red
Z = 80.47 × 0.18 × 0.09 mm

Data collection

Bruker SMART APEXII CCD area-detector diffractometer10492 independent reflections
Radiation source: fine-focus sealed tube8686 reflections with I > 2σ(I)
graphiteRint = 0.047
[var phi] and ω scansθmax = 27.5°, θmin = 2.0°
Absorption correction: multi-scan (SADABS; Bruker, 2009)h = −19→19
Tmin = 0.365, Tmax = 0.798k = −24→27
55092 measured reflectionsl = −37→28

Refinement

Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.080Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.184H-atom parameters constrained
S = 1.28w = 1/[σ2(Fo2) + 274.9171P] where P = (Fo2 + 2Fc2)/3
10492 reflections(Δ/σ)max < 0.001
532 parametersΔρmax = 1.40 e Å3
0 restraintsΔρmin = −2.28 e Å3

Special details

Experimental. The crystal was placed in the cold stream of an Oxford Cryosystems Cobra open-flow nitrogen cryostat (Cosier & Glazer, 1986) operating at 100.0 (1) K.
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)

xyzUiso*/Ueq
Ru10.21161 (5)0.32808 (4)0.36287 (3)0.01629 (17)
Ru20.24882 (5)0.45825 (4)0.37688 (3)0.01781 (17)
Ru30.13426 (6)0.39328 (4)0.43926 (3)0.01984 (18)
As10.29465 (6)0.32478 (4)0.29063 (3)0.0149 (2)
As20.36319 (6)0.46579 (4)0.31669 (3)0.0157 (2)
Cl1−0.1760 (2)0.20128 (17)0.38798 (12)0.0469 (8)
Cl20.1764 (3)0.1315 (2)0.51607 (17)0.0651 (11)
Cl30.0908 (3)0.33271 (19)0.58014 (12)0.0515 (9)
P10.03663 (18)0.31463 (13)0.45706 (10)0.0220 (5)
O10.0321 (5)0.3570 (3)0.3155 (3)0.0248 (16)
O20.1464 (6)0.1935 (4)0.3698 (3)0.0343 (19)
O30.3930 (6)0.3016 (5)0.4095 (3)0.042 (2)
O40.3881 (6)0.4318 (4)0.4543 (3)0.043 (2)
O50.2262 (6)0.5934 (4)0.4072 (3)0.042 (2)
O60.1079 (5)0.4855 (4)0.3018 (3)0.0314 (18)
O7−0.0137 (6)0.4633 (4)0.3861 (3)0.039 (2)
O80.1295 (7)0.4908 (4)0.5165 (3)0.047 (2)
O90.2772 (6)0.3235 (4)0.4958 (3)0.038 (2)
O10−0.0249 (5)0.2907 (4)0.4148 (3)0.0279 (17)
O110.0830 (5)0.2504 (4)0.4713 (3)0.0301 (18)
O12−0.0405 (5)0.3227 (4)0.4958 (3)0.0320 (18)
C10.3636 (7)0.2498 (5)0.2759 (4)0.0209 (10)
C20.3736 (7)0.2020 (5)0.3078 (4)0.023 (2)
H2A0.34650.20520.33690.028*
C30.4249 (7)0.1481 (5)0.2966 (4)0.026 (2)
H3A0.43260.11590.31810.032*
C40.4632 (7)0.1445 (5)0.2528 (4)0.025 (2)
H4A0.49640.10930.24490.030*
C50.4535 (7)0.1918 (5)0.2209 (4)0.024 (2)
H5A0.48070.18870.19180.028*
C60.4033 (7)0.2442 (5)0.2319 (4)0.022 (2)
H6A0.39580.27590.21000.026*
C70.2258 (6)0.3321 (5)0.2337 (4)0.0209 (10)
C80.1547 (7)0.2896 (5)0.2294 (4)0.024 (2)
H8A0.14130.26280.25390.028*
C90.1037 (7)0.2870 (5)0.1886 (4)0.029 (2)
H9A0.05710.25830.18560.035*
C100.1238 (7)0.3274 (6)0.1532 (4)0.029 (2)
H10A0.08960.32640.12620.035*
C110.1936 (8)0.3698 (5)0.1567 (4)0.030 (2)
H11A0.20590.39690.13230.036*
C120.2454 (8)0.3717 (5)0.1970 (4)0.024 (2)
H12A0.29310.39950.19930.029*
C130.3935 (6)0.3858 (4)0.2876 (4)0.0155 (18)
H13A0.44570.36830.30300.019*
H13B0.40900.39300.25520.019*
C140.4795 (7)0.4968 (5)0.3366 (4)0.021 (2)
C150.4857 (9)0.5300 (7)0.3778 (5)0.046 (4)
H15A0.43540.53590.39650.055*
C160.5688 (9)0.5547 (8)0.3910 (5)0.055 (5)
H16A0.57350.57700.41870.066*
C170.6439 (7)0.5466 (4)0.3639 (4)0.0209 (10)
H17A0.69890.56280.37320.025*
C180.6363 (8)0.5143 (5)0.3227 (4)0.031 (3)
H18A0.68650.50980.30380.037*
C190.5559 (7)0.4884 (5)0.3089 (4)0.024 (2)
H19A0.55240.46550.28140.029*
C200.3436 (7)0.5224 (4)0.2645 (4)0.0209 (10)
C210.3840 (6)0.5139 (5)0.2209 (4)0.019 (2)
H21A0.41810.47830.21510.023*
C220.3731 (6)0.5589 (5)0.1862 (4)0.022 (2)
H22A0.39780.55190.15700.026*
C230.3264 (7)0.6135 (4)0.1943 (4)0.022 (2)
H23A0.32190.64420.17150.026*
C240.2863 (7)0.6216 (5)0.2374 (4)0.022 (2)
H24A0.25300.65760.24310.027*
C250.2949 (7)0.5764 (5)0.2724 (4)0.027 (2)
H25A0.26770.58280.30110.033*
C26−0.1120 (8)0.3167 (6)0.4048 (4)0.034 (3)
H26A−0.11720.32480.37170.041*
H26B−0.11890.35630.42110.041*
C27−0.1841 (8)0.2726 (6)0.4197 (4)0.032 (3)
H27A−0.24230.29150.41440.038*
H27B−0.17840.26410.45280.038*
C280.0311 (9)0.1978 (6)0.4858 (5)0.042 (3)
H28A−0.02340.19560.46740.050*
H28B0.01420.20290.51820.050*
C290.0825 (10)0.1385 (6)0.4802 (5)0.045 (3)
H29A0.10190.13520.44810.054*
H29B0.04260.10360.48640.054*
C30−0.0498 (8)0.3739 (6)0.5280 (4)0.032 (3)
H30A−0.11130.38880.52790.039*
H30B−0.01130.40820.51850.039*
C31−0.0249 (10)0.3533 (7)0.5760 (4)0.042 (3)
H31A−0.06130.31740.58460.050*
H31B−0.03780.38680.59780.050*
C320.0983 (7)0.3500 (4)0.3339 (4)0.021 (2)
C330.1725 (7)0.2440 (5)0.3684 (4)0.024 (2)
C340.3240 (8)0.3135 (5)0.3939 (4)0.027 (2)
C350.3336 (7)0.4384 (6)0.4253 (4)0.030 (3)
C360.2369 (7)0.5416 (5)0.3969 (4)0.029 (2)
C370.1579 (7)0.4715 (5)0.3307 (4)0.024 (2)
C380.0446 (8)0.4367 (5)0.4036 (4)0.027 (2)
C390.1298 (8)0.4546 (5)0.4874 (4)0.029 (2)
C400.2281 (7)0.3489 (6)0.4725 (4)0.029 (2)

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Ru10.0141 (3)0.0125 (3)0.0223 (4)0.0005 (3)0.0010 (3)0.0020 (3)
Ru20.0153 (3)0.0145 (4)0.0236 (4)−0.0007 (3)0.0036 (3)−0.0003 (3)
Ru30.0196 (4)0.0174 (4)0.0225 (4)0.0016 (3)0.0041 (3)0.0026 (3)
As10.0125 (4)0.0089 (4)0.0231 (5)0.0008 (3)0.0007 (4)0.0007 (4)
As20.0133 (4)0.0085 (4)0.0251 (5)0.0000 (4)0.0029 (4)0.0003 (4)
Cl10.0447 (18)0.0480 (19)0.0480 (19)−0.0177 (16)0.0021 (15)−0.0110 (16)
Cl20.059 (2)0.050 (2)0.086 (3)0.0054 (19)−0.023 (2)0.012 (2)
Cl30.060 (2)0.060 (2)0.0340 (16)0.0100 (19)−0.0097 (15)−0.0030 (16)
P10.0208 (13)0.0198 (13)0.0254 (13)0.0000 (10)0.0029 (10)0.0038 (10)
O10.017 (4)0.023 (4)0.034 (4)0.000 (3)−0.004 (3)−0.001 (3)
O20.033 (4)0.018 (4)0.052 (5)−0.002 (3)0.003 (4)0.007 (4)
O30.027 (4)0.050 (6)0.049 (5)0.009 (4)−0.017 (4)−0.011 (4)
O40.031 (5)0.043 (5)0.054 (6)−0.009 (4)−0.021 (4)0.015 (4)
O50.041 (5)0.024 (5)0.062 (6)−0.008 (4)0.023 (4)−0.019 (4)
O60.024 (4)0.026 (4)0.044 (5)−0.001 (3)−0.007 (4)0.010 (4)
O70.031 (4)0.044 (5)0.043 (5)0.017 (4)0.006 (4)0.014 (4)
O80.060 (6)0.035 (5)0.045 (5)−0.004 (5)0.011 (5)−0.011 (4)
O90.041 (5)0.042 (5)0.033 (4)0.005 (4)−0.006 (4)0.018 (4)
O100.020 (4)0.027 (4)0.036 (4)−0.004 (3)−0.001 (3)−0.003 (3)
O110.024 (4)0.023 (4)0.043 (5)−0.002 (3)0.007 (3)0.007 (4)
O120.028 (4)0.038 (5)0.030 (4)−0.003 (4)0.010 (3)−0.003 (4)
C10.017 (2)0.011 (2)0.035 (3)−0.0042 (18)0.001 (2)−0.002 (2)
C20.017 (5)0.027 (5)0.026 (5)−0.004 (4)−0.003 (4)0.003 (4)
C30.029 (6)0.020 (5)0.031 (6)0.003 (4)−0.011 (5)0.003 (4)
C40.025 (5)0.016 (5)0.034 (6)0.002 (4)−0.005 (4)−0.008 (4)
C50.017 (5)0.021 (5)0.033 (6)0.004 (4)0.001 (4)−0.005 (4)
C60.025 (5)0.010 (4)0.030 (5)−0.002 (4)0.003 (4)0.001 (4)
C70.017 (2)0.011 (2)0.035 (3)−0.0042 (18)0.001 (2)−0.002 (2)
C80.023 (5)0.022 (5)0.027 (5)0.000 (4)−0.001 (4)−0.003 (4)
C90.016 (5)0.030 (6)0.040 (6)0.000 (4)0.001 (5)−0.009 (5)
C100.023 (5)0.032 (6)0.033 (6)0.004 (5)−0.009 (4)−0.008 (5)
C110.037 (6)0.024 (6)0.029 (6)0.003 (5)−0.003 (5)0.006 (5)
C120.025 (5)0.017 (5)0.031 (5)0.001 (4)0.002 (5)−0.003 (4)
C130.007 (4)0.006 (4)0.034 (5)0.001 (3)0.003 (4)−0.003 (4)
C140.018 (5)0.013 (5)0.031 (5)−0.005 (4)0.001 (4)0.001 (4)
C150.028 (6)0.061 (9)0.049 (8)−0.024 (6)0.012 (6)−0.026 (7)
C160.038 (7)0.081 (11)0.047 (8)−0.029 (8)0.012 (6)−0.038 (8)
C170.017 (2)0.011 (2)0.035 (3)−0.0042 (18)0.001 (2)−0.002 (2)
C180.020 (5)0.023 (5)0.050 (7)0.005 (4)0.002 (5)0.007 (5)
C190.023 (5)0.014 (5)0.036 (6)0.005 (4)0.000 (4)−0.004 (4)
C200.017 (2)0.011 (2)0.035 (3)−0.0042 (18)0.001 (2)−0.002 (2)
C210.009 (4)0.019 (5)0.031 (5)−0.002 (4)0.002 (4)−0.001 (4)
C220.012 (4)0.029 (5)0.024 (5)0.000 (4)0.002 (4)−0.001 (4)
C230.022 (5)0.010 (4)0.034 (6)0.005 (4)−0.003 (4)0.005 (4)
C240.021 (5)0.012 (5)0.035 (6)0.000 (4)0.009 (4)0.001 (4)
C250.017 (5)0.029 (6)0.036 (6)0.000 (4)0.009 (4)0.005 (5)
C260.032 (6)0.033 (7)0.037 (7)−0.002 (5)−0.005 (5)0.003 (5)
C270.027 (6)0.030 (6)0.038 (6)−0.003 (5)0.001 (5)0.002 (5)
C280.044 (7)0.023 (6)0.057 (8)−0.011 (6)0.003 (6)0.017 (6)
C290.054 (9)0.028 (7)0.053 (8)−0.005 (6)−0.005 (7)0.005 (6)
C300.028 (6)0.030 (6)0.039 (7)0.005 (5)0.009 (5)−0.004 (5)
C310.052 (8)0.042 (7)0.031 (6)−0.010 (6)0.016 (6)−0.004 (6)
C320.029 (6)0.008 (4)0.026 (5)−0.002 (4)0.004 (4)−0.001 (4)
C330.021 (5)0.021 (5)0.031 (6)0.001 (4)0.002 (4)0.010 (4)
C340.032 (6)0.022 (5)0.026 (5)0.003 (5)−0.003 (5)−0.008 (4)
C350.016 (5)0.038 (6)0.036 (6)−0.018 (5)0.003 (5)0.000 (5)
C360.024 (5)0.026 (6)0.036 (6)−0.008 (5)0.007 (5)0.000 (5)
C370.019 (5)0.018 (5)0.036 (6)0.002 (4)0.007 (4)0.007 (4)
C380.027 (6)0.025 (6)0.031 (6)0.000 (5)0.013 (5)0.000 (5)
C390.037 (6)0.018 (5)0.031 (6)0.007 (5)0.010 (5)−0.002 (5)
C400.026 (6)0.031 (6)0.029 (6)−0.006 (5)0.000 (5)0.004 (5)

Geometric parameters (Å, °)

Ru1—C331.894 (11)C7—C121.381 (14)
Ru1—C341.924 (11)C7—C81.400 (14)
Ru1—C321.941 (11)C8—C91.397 (15)
Ru1—As12.4182 (12)C8—H8A0.9300
Ru1—Ru32.8437 (11)C9—C101.367 (17)
Ru1—Ru22.8621 (11)C9—H9A0.9300
Ru2—C361.878 (12)C10—C111.383 (16)
Ru2—C371.917 (11)C10—H10A0.9300
Ru2—C351.928 (12)C11—C121.392 (15)
Ru2—As22.4341 (12)C11—H11A0.9300
Ru2—Ru32.8382 (11)C12—H12A0.9300
Ru3—C391.904 (11)C13—H13A0.9700
Ru3—C381.923 (12)C13—H13B0.9700
Ru3—C401.942 (12)C14—C151.383 (16)
Ru3—P12.280 (3)C14—C191.401 (15)
As1—C71.938 (11)C15—C161.399 (17)
As1—C11.948 (10)C15—H15A0.9300
As1—C131.969 (9)C16—C171.374 (16)
As2—C141.943 (10)C16—H16A0.9300
As2—C201.949 (11)C17—C181.374 (16)
As2—C131.955 (9)C17—H17A0.9300
Cl1—C271.779 (12)C18—C191.379 (15)
Cl2—C291.744 (15)C18—H18A0.9300
Cl3—C311.784 (15)C19—H19A0.9300
P1—O111.589 (8)C20—C251.383 (14)
P1—O101.605 (8)C20—C211.401 (14)
P1—O121.610 (8)C21—C221.394 (14)
O1—C321.130 (13)C21—H21A0.9300
O2—C331.147 (13)C22—C231.378 (14)
O3—C341.151 (14)C22—H22A0.9300
O4—C351.172 (14)C23—C241.385 (15)
O5—C361.157 (14)C23—H23A0.9300
O6—C371.155 (13)C24—C251.398 (15)
O7—C381.153 (14)C24—H24A0.9300
O8—C391.139 (14)C25—H25A0.9300
O9—C401.131 (14)C26—C271.492 (16)
O10—C261.442 (14)C26—H26A0.9700
O11—C281.427 (13)C26—H26B0.9700
O12—C301.440 (14)C27—H27A0.9700
C1—C21.378 (14)C27—H27B0.9700
C1—C61.402 (14)C28—C291.487 (18)
C2—C31.420 (15)C28—H28A0.9700
C2—H2A0.9300C28—H28B0.9700
C3—C41.382 (16)C29—H29A0.9700
C3—H3A0.9300C29—H29B0.9700
C4—C51.373 (15)C30—C311.493 (18)
C4—H4A0.9300C30—H30A0.9700
C5—C61.382 (14)C30—H30B0.9700
C5—H5A0.9300C31—H31A0.9700
C6—H6A0.9300C31—H31B0.9700
C33—Ru1—C3494.3 (5)C11—C10—H10A119.2
C33—Ru1—C3289.8 (4)C10—C11—C12119.8 (11)
C34—Ru1—C32175.0 (4)C10—C11—H11A120.1
C33—Ru1—As1101.7 (3)C12—C11—H11A120.1
C34—Ru1—As186.9 (3)C7—C12—C11120.0 (10)
C32—Ru1—As194.8 (3)C7—C12—H12A120.0
C33—Ru1—Ru3105.9 (3)C11—C12—H12A120.0
C34—Ru1—Ru394.3 (3)As2—C13—As1112.7 (4)
C32—Ru1—Ru381.9 (3)As2—C13—H13A109.1
As1—Ru1—Ru3152.20 (4)As1—C13—H13A109.1
C33—Ru1—Ru2165.5 (3)As2—C13—H13B109.1
C34—Ru1—Ru285.6 (3)As1—C13—H13B109.1
C32—Ru1—Ru289.7 (3)H13A—C13—H13B107.8
As1—Ru1—Ru292.85 (4)C15—C14—C19119.9 (10)
Ru3—Ru1—Ru259.66 (3)C15—C14—As2119.1 (8)
C36—Ru2—C3790.3 (5)C19—C14—As2120.9 (8)
C36—Ru2—C3592.9 (5)C14—C15—C16118.8 (11)
C37—Ru2—C35174.6 (4)C14—C15—H15A120.6
C36—Ru2—As2102.8 (3)C16—C15—H15A120.6
C37—Ru2—As289.7 (3)C17—C16—C15121.5 (12)
C35—Ru2—As293.9 (3)C17—C16—H16A119.3
C36—Ru2—Ru3102.3 (3)C15—C16—H16A119.3
C37—Ru2—Ru394.8 (3)C16—C17—C18119.0 (10)
C35—Ru2—Ru380.3 (3)C16—C17—H17A120.5
As2—Ru2—Ru3154.52 (4)C18—C17—H17A120.5
C36—Ru2—Ru1160.8 (3)C17—C18—C19121.4 (11)
C37—Ru2—Ru184.8 (3)C17—C18—H18A119.3
C35—Ru2—Ru190.9 (4)C19—C18—H18A119.3
As2—Ru2—Ru195.74 (4)C18—C19—C14119.4 (10)
Ru3—Ru2—Ru159.85 (3)C18—C19—H19A120.3
C39—Ru3—C3891.8 (5)C14—C19—H19A120.3
C39—Ru3—C4090.2 (5)C25—C20—C21118.7 (10)
C38—Ru3—C40177.2 (5)C25—C20—As2118.0 (8)
C39—Ru3—P1108.7 (4)C21—C20—As2122.9 (7)
C38—Ru3—P191.7 (3)C22—C21—C20120.0 (9)
C40—Ru3—P189.5 (3)C22—C21—H21A120.0
C39—Ru3—Ru298.3 (3)C20—C21—H21A120.0
C38—Ru3—Ru281.2 (3)C23—C22—C21121.4 (10)
C40—Ru3—Ru296.6 (3)C23—C22—H22A119.3
P1—Ru3—Ru2152.34 (8)C21—C22—H22A119.3
C39—Ru3—Ru1155.6 (4)C22—C23—C24118.3 (9)
C38—Ru3—Ru196.1 (3)C22—C23—H23A120.8
C40—Ru3—Ru181.3 (3)C24—C23—H23A120.8
P1—Ru3—Ru194.11 (8)C23—C24—C25121.2 (9)
Ru2—Ru3—Ru160.49 (3)C23—C24—H24A119.4
C7—As1—C199.3 (4)C25—C24—H24A119.4
C7—As1—C13107.8 (4)C20—C25—C24120.3 (10)
C1—As1—C1398.0 (4)C20—C25—H25A119.8
C7—As1—Ru1116.8 (3)C24—C25—H25A119.8
C1—As1—Ru1118.7 (3)O10—C26—C27110.4 (10)
C13—As1—Ru1113.7 (3)O10—C26—H26A109.6
C14—As2—C2098.6 (4)C27—C26—H26A109.6
C14—As2—C13102.5 (4)O10—C26—H26B109.6
C20—As2—C13104.3 (4)C27—C26—H26B109.6
C14—As2—Ru2116.0 (3)H26A—C26—H26B108.1
C20—As2—Ru2118.9 (3)C26—C27—Cl1110.2 (9)
C13—As2—Ru2114.1 (3)C26—C27—H27A109.6
O11—P1—O1099.7 (4)Cl1—C27—H27A109.6
O11—P1—O12103.0 (4)C26—C27—H27B109.6
O10—P1—O1298.6 (4)Cl1—C27—H27B109.6
O11—P1—Ru3114.5 (3)H27A—C27—H27B108.1
O10—P1—Ru3115.4 (3)O11—C28—C29111.0 (11)
O12—P1—Ru3122.2 (3)O11—C28—H28A109.4
C26—O10—P1122.8 (7)C29—C28—H28A109.4
C28—O11—P1121.2 (8)O11—C28—H28B109.4
C30—O12—P1126.5 (7)C29—C28—H28B109.4
C2—C1—C6119.3 (10)H28A—C28—H28B108.0
C2—C1—As1121.4 (8)C28—C29—Cl2115.1 (10)
C6—C1—As1119.3 (8)C28—C29—H29A108.5
C1—C2—C3120.5 (10)Cl2—C29—H29A108.5
C1—C2—H2A119.7C28—C29—H29B108.5
C3—C2—H2A119.7Cl2—C29—H29B108.5
C4—C3—C2118.2 (10)H29A—C29—H29B107.5
C4—C3—H3A120.9O12—C30—C31110.2 (10)
C2—C3—H3A120.9O12—C30—H30A109.6
C5—C4—C3121.6 (10)C31—C30—H30A109.6
C5—C4—H4A119.2O12—C30—H30B109.6
C3—C4—H4A119.2C31—C30—H30B109.6
C4—C5—C6119.9 (10)H30A—C30—H30B108.1
C4—C5—H5A120.1C30—C31—Cl3112.0 (9)
C6—C5—H5A120.1C30—C31—H31A109.2
C5—C6—C1120.3 (10)Cl3—C31—H31A109.2
C5—C6—H6A119.8C30—C31—H31B109.2
C1—C6—H6A119.8Cl3—C31—H31B109.2
C12—C7—C8119.3 (10)H31A—C31—H31B107.9
C12—C7—As1125.5 (8)O1—C32—Ru1173.4 (9)
C8—C7—As1115.1 (8)O2—C33—Ru1176.6 (10)
C9—C8—C7120.8 (10)O3—C34—Ru1174.5 (10)
C9—C8—H8A119.6O4—C35—Ru2173.8 (10)
C7—C8—H8A119.6O5—C36—Ru2176.3 (11)
C10—C9—C8118.6 (10)O6—C37—Ru2172.6 (9)
C10—C9—H9A120.7O7—C38—Ru3173.4 (10)
C8—C9—H9A120.7O8—C39—Ru3178.1 (12)
C9—C10—C11121.6 (10)O9—C40—Ru3172.9 (10)
C9—C10—H10A119.2
C33—Ru1—Ru2—C36−30.3 (17)C36—Ru2—As2—C13179.9 (5)
C34—Ru1—Ru2—C36−120.6 (12)C37—Ru2—As2—C13−89.9 (4)
C32—Ru1—Ru2—C3657.8 (12)C35—Ru2—As2—C1386.1 (5)
As1—Ru1—Ru2—C36152.7 (11)Ru3—Ru2—As2—C1310.5 (3)
Ru3—Ru1—Ru2—C36−23.0 (11)Ru1—Ru2—As2—C13−5.2 (3)
C33—Ru1—Ru2—C37−105.9 (13)C39—Ru3—P1—O11−109.6 (5)
C34—Ru1—Ru2—C37163.7 (5)C38—Ru3—P1—O11157.9 (5)
C32—Ru1—Ru2—C37−17.8 (4)C40—Ru3—P1—O11−19.6 (5)
As1—Ru1—Ru2—C3777.0 (3)Ru2—Ru3—P1—O1183.8 (4)
Ru3—Ru1—Ru2—C37−98.6 (3)Ru1—Ru3—P1—O1161.7 (4)
C33—Ru1—Ru2—C3570.9 (13)C39—Ru3—P1—O10135.5 (5)
C34—Ru1—Ru2—C35−19.4 (5)C38—Ru3—P1—O1043.0 (5)
C32—Ru1—Ru2—C35159.1 (4)C40—Ru3—P1—O10−134.5 (5)
As1—Ru1—Ru2—C35−106.1 (3)Ru2—Ru3—P1—O10−31.1 (4)
Ru3—Ru1—Ru2—C3578.2 (3)Ru1—Ru3—P1—O10−53.2 (3)
C33—Ru1—Ru2—As2164.9 (13)C39—Ru3—P1—O1215.9 (5)
C34—Ru1—Ru2—As274.6 (3)C38—Ru3—P1—O12−76.6 (5)
C32—Ru1—Ru2—As2−106.9 (3)C40—Ru3—P1—O12105.9 (5)
As1—Ru1—Ru2—As2−12.09 (4)Ru2—Ru3—P1—O12−150.8 (4)
Ru3—Ru1—Ru2—As2172.24 (4)Ru1—Ru3—P1—O12−172.9 (4)
C33—Ru1—Ru2—Ru3−7.3 (13)O11—P1—O10—C26145.8 (8)
C34—Ru1—Ru2—Ru3−97.6 (3)O12—P1—O10—C2640.9 (9)
C32—Ru1—Ru2—Ru380.8 (3)Ru3—P1—O10—C26−91.0 (8)
As1—Ru1—Ru2—Ru3175.68 (4)O10—P1—O11—C28−59.6 (10)
C36—Ru2—Ru3—C39−20.3 (5)O12—P1—O11—C2841.7 (10)
C37—Ru2—Ru3—C39−111.6 (5)Ru3—P1—O11—C28176.6 (9)
C35—Ru2—Ru3—C3970.5 (5)O11—P1—O12—C30120.5 (9)
As2—Ru2—Ru3—C39149.0 (4)O10—P1—O12—C30−137.4 (9)
Ru1—Ru2—Ru3—C39167.2 (4)Ru3—P1—O12—C30−9.9 (11)
C36—Ru2—Ru3—C3870.2 (5)C7—As1—C1—C2−134.8 (8)
C37—Ru2—Ru3—C38−21.1 (5)C13—As1—C1—C2115.6 (9)
C35—Ru2—Ru3—C38161.1 (5)Ru1—As1—C1—C2−7.1 (10)
As2—Ru2—Ru3—C38−120.4 (4)C7—As1—C1—C644.8 (9)
Ru1—Ru2—Ru3—C38−102.2 (3)C13—As1—C1—C6−64.8 (9)
C36—Ru2—Ru3—C40−111.5 (5)Ru1—As1—C1—C6172.5 (7)
C37—Ru2—Ru3—C40157.2 (5)C6—C1—C2—C31.1 (15)
C35—Ru2—Ru3—C40−20.6 (5)As1—C1—C2—C3−179.3 (8)
As2—Ru2—Ru3—C4057.9 (4)C1—C2—C3—C4−0.8 (15)
Ru1—Ru2—Ru3—C4076.1 (4)C2—C3—C4—C50.8 (16)
C36—Ru2—Ru3—P1146.9 (4)C3—C4—C5—C6−0.9 (16)
C37—Ru2—Ru3—P155.6 (4)C4—C5—C6—C11.2 (16)
C35—Ru2—Ru3—P1−122.3 (4)C2—C1—C6—C5−1.3 (15)
As2—Ru2—Ru3—P1−43.8 (2)As1—C1—C6—C5179.1 (8)
Ru1—Ru2—Ru3—P1−25.54 (17)C1—As1—C7—C12−99.4 (9)
C36—Ru2—Ru3—Ru1172.4 (4)C13—As1—C7—C122.1 (10)
C37—Ru2—Ru3—Ru181.1 (3)Ru1—As1—C7—C12131.7 (8)
C35—Ru2—Ru3—Ru1−96.7 (4)C1—As1—C7—C875.7 (8)
As2—Ru2—Ru3—Ru1−18.21 (10)C13—As1—C7—C8177.3 (7)
C33—Ru1—Ru3—C39146.1 (9)Ru1—As1—C7—C8−53.2 (8)
C34—Ru1—Ru3—C3950.3 (9)C12—C7—C8—C9−0.1 (16)
C32—Ru1—Ru3—C39−126.4 (9)As1—C7—C8—C9−175.5 (8)
As1—Ru1—Ru3—C39−41.3 (8)C7—C8—C9—C10−1.0 (16)
Ru2—Ru1—Ru3—C39−32.0 (8)C8—C9—C10—C110.9 (17)
C33—Ru1—Ru3—C38−105.7 (5)C9—C10—C11—C120.2 (18)
C34—Ru1—Ru3—C38158.6 (5)C8—C7—C12—C111.2 (16)
C32—Ru1—Ru3—C38−18.2 (4)As1—C7—C12—C11176.1 (8)
As1—Ru1—Ru3—C3866.9 (3)C10—C11—C12—C7−1.2 (17)
Ru2—Ru1—Ru3—C3876.2 (3)C14—As2—C13—As1152.2 (5)
C33—Ru1—Ru3—C4075.4 (5)C20—As2—C13—As1−105.4 (5)
C34—Ru1—Ru3—C40−20.4 (5)Ru2—As2—C13—As125.9 (6)
C32—Ru1—Ru3—C40162.9 (4)C7—As1—C13—As293.3 (6)
As1—Ru1—Ru3—C40−112.0 (3)C1—As1—C13—As2−164.1 (5)
Ru2—Ru1—Ru3—C40−102.7 (3)Ru1—As1—C13—As2−37.9 (6)
C33—Ru1—Ru3—P1−13.5 (3)C20—As2—C14—C15108.7 (11)
C34—Ru1—Ru3—P1−109.2 (4)C13—As2—C14—C15−144.4 (10)
C32—Ru1—Ru3—P174.0 (3)Ru2—As2—C14—C15−19.4 (11)
As1—Ru1—Ru3—P1159.13 (11)C20—As2—C14—C19−68.2 (9)
Ru2—Ru1—Ru3—P1168.42 (8)C13—As2—C14—C1938.6 (9)
C33—Ru1—Ru3—Ru2178.1 (3)Ru2—As2—C14—C19163.6 (7)
C34—Ru1—Ru3—Ru282.3 (3)C19—C14—C15—C160(2)
C32—Ru1—Ru3—Ru2−94.4 (3)As2—C14—C15—C16−177.1 (12)
As1—Ru1—Ru3—Ru2−9.29 (9)C14—C15—C16—C170(3)
C33—Ru1—As1—C783.0 (5)C15—C16—C17—C181(2)
C34—Ru1—As1—C7176.8 (5)C16—C17—C18—C19−1.9 (18)
C32—Ru1—As1—C7−7.9 (4)C17—C18—C19—C142.0 (16)
Ru3—Ru1—As1—C7−89.8 (3)C15—C14—C19—C18−1.0 (17)
Ru2—Ru1—As1—C7−97.8 (3)As2—C14—C19—C18176.0 (8)
C33—Ru1—As1—C1−36.0 (5)C14—As2—C20—C25−94.4 (9)
C34—Ru1—As1—C157.8 (5)C13—As2—C20—C25160.3 (8)
C32—Ru1—As1—C1−126.8 (4)Ru2—As2—C20—C2531.8 (9)
Ru3—Ru1—As1—C1151.3 (3)C14—As2—C20—C2179.0 (9)
Ru2—Ru1—As1—C1143.2 (3)C13—As2—C20—C21−26.3 (9)
C33—Ru1—As1—C13−150.4 (4)Ru2—As2—C20—C21−154.8 (7)
C34—Ru1—As1—C13−56.6 (4)C25—C20—C21—C22−1.4 (14)
C32—Ru1—As1—C13118.8 (4)As2—C20—C21—C22−174.7 (7)
Ru3—Ru1—As1—C1336.9 (3)C20—C21—C22—C233.0 (15)
Ru2—Ru1—As1—C1328.8 (3)C21—C22—C23—C24−3.2 (15)
C36—Ru2—As2—C1461.0 (5)C22—C23—C24—C251.8 (16)
C37—Ru2—As2—C14151.2 (5)C21—C20—C25—C240.1 (15)
C35—Ru2—As2—C14−32.8 (5)As2—C20—C25—C24173.8 (8)
Ru3—Ru2—As2—C14−108.3 (3)C23—C24—C25—C20−0.3 (17)
Ru1—Ru2—As2—C14−124.1 (3)P1—O10—C26—C27−105.3 (10)
C36—Ru2—As2—C20−56.4 (5)O10—C26—C27—Cl1−62.3 (12)
C37—Ru2—As2—C2033.8 (5)P1—O11—C28—C29158.8 (9)
C35—Ru2—As2—C20−150.2 (5)O11—C28—C29—Cl265.8 (15)
Ru3—Ru2—As2—C20134.3 (3)P1—O12—C30—C31−107.2 (11)
Ru1—Ru2—As2—C20118.5 (3)O12—C30—C31—Cl365.1 (12)

Hydrogen-bond geometry (Å, °)

Cg1 and Cg2 are the centroids of the C1–C6 and C20–C25 benzene rings, respectively.
D—H···AD—HH···AD···AD—H···A
C19—H19A···O6i0.932.573.275 (14)133
C27—H27B···O9ii0.972.473.231 (15)135
C30—H30A···O5iii0.972.563.297 (15)133
C4—H4A···Cg1iv0.932.773.468 (11)133
C9—H9A···Cg2v0.932.893.684 (12)144
C18—H18A···Cg1vi0.932.713.505 (12)145
C24—H24A···Cg2vii0.932.693.473 (11)142

Symmetry codes: (i) x+1/2, y, −z+1/2; (ii) x−1/2, −y+1/2, −z+1; (iii) −x, −y+1, −z+1; (iv) −x+1, y−1/2, −z+1/2; (v) x−3/2, y, −z−1/2; (vi) x−1/2, y, −z−1/2; (vii) −x−1/2, y−1/2, z.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: SJ5029).

References

  • Bruce, M. I., Liddell, M. J., Hughes, C. A., Patrick, J. M., Skelton, B. W. & White, A. H. (1988a). J. Organomet. Chem.347, 181–205.
  • Bruce, M. I., Liddell, M. J., Shawkataly, O. bin, Hughes, C. A., Skelton, B. W. & White, A. H. (1988b). J. Organomet. Chem.347, 207–235.
  • Bruce, M. I., Matisons, J. G. & Nicholson, B. K. (1983). J. Organomet. Chem.247, 321–343.
  • Bruce, M. I., Shawkataly, O. bin & Williams, M. L. (1985). J. Organomet. Chem.287, 127–131.
  • Bruker (2009). APEX2, SAINT and SADABS Bruker AXS Inc., Madison, Wisconsin, USA.
  • Cosier, J. & Glazer, A. M. (1986). J. Appl. Cryst.19, 105–107.
  • Shawkataly, O. bin, Khan, I. A., Yeap, C. S. & Fun, H.-K. (2010). Acta Cryst. E66, m90–m91. [PMC free article] [PubMed]
  • Shawkataly, O. bin, Ramalingam, K., Fun, H.-K., Abdul Rahman, A. & Razak, I. A. (2004). J. Cluster Sci.15, 387–394.
  • Shawkataly, O. bin., Ramalingam, K., Lee, S. T., Parameswary, M., Fun, H.-K. & Sivakumar, K. (1998). Polyhedron, 17, 1211–1216.
  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]
  • Spek, A. L. (2009). Acta Cryst. D65, 148–155. [PMC free article] [PubMed]

Articles from Acta Crystallographica Section E: Structure Reports Online are provided here courtesy of International Union of Crystallography